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Synthesis and herbicidal activity of 3-substituted toxoflavin analogs.


ABSTRACT: We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, 1a-w, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, 1k (R=2-CF3-C6H4) and 1w (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs 1a (R=C6H5), 1n (R=2-CH3O-C6H4), and 1p (R=4-CH3O-C6H4) exhibited wide herbicidal spectrum against Echinochloa crus-galli (L) var. crus-galli (ECHCG), Chenopodium album, and Amaranthus viridis (AMAVI). The analog with the 2-fluoro group on benzene ring 1b also showed high herbicidal activity against both ECHCG and AMAVI.

SUBMITTER: Ogawa N 

PROVIDER: S-EPMC8422260 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

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Synthesis and herbicidal activity of 3-substituted toxoflavin analogs.

Ogawa Narihito N   Imaizumi Ryoya R   Hirano Tatsuya T   Suzuki Jun J  

Journal of pesticide science 20210801 3


We investigated the synthesis and herbicidal activity of 23 toxoflavin analogs, <b>1a</b>-<b>w</b>, in which aromatic rings (R) were introduced into the C-3 position. In paddy field conditions, <b>1k</b> (R=2-CF<sub>3</sub>-C<sub>6</sub>H<sub>4</sub>) and <b>1w</b> (R=2-thienyl) showed excellent herbicidal activity. Under upland field conditions, we found that toxoflavin analogs <b>1a</b> (R=C<sub>6</sub>H<sub>5</sub>), <b>1n</b> (R=2-CH<sub>3</sub>O-C<sub>6</sub>H<sub>4</sub>), and <b>1p</b> (R  ...[more]

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